An Efficient Synthesis of Phthalimides and Their Biological Activities

Jelali, Hamida; Mansour, Lamjed; Deniau, Éric; Sauthier, Mathieu; Hamdi, Naceur

doi:10.1080/10406638.2020.1809468

Cited by 13 publications

(16 citation statements)

References 15 publications

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“…American type of culture collection(ATCC43816) was used a control in each experiment. Chiral phthalimides resulted in strong antibacterial effect against MDR hvKp at varying concentration which supports study of Rua-B-aluman and H-Jelali that phthalimides have antibacterial activity (51,52). Minimum inhibitory concentration of these compounds were done through 96 wells plate method in which we find out MIC for FIC 6mg/ml, FIB 25mg/ml, FII 25mg/ml, FIF 50mg/ml and FIH 100mg/ml.…”

Section: Discussionsupporting

confidence: 75%

Chiral Phthalimides Demonstrated Bactericidal Effect Against Multi Drug Resistant Hyper Virulent Klebsiella Pneumonia

Khan¹,

Ahmad²,

Ullah³

et al. 2022

PJMHS

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Bacterial resistance to antibiotics is global issue. Many antibiotics which is used is used in common practice against bacterial strain are no more effective against it. Same is the case of hyper virulent Klebsiella pneumoniae (hvKp) mostly clinical isolates of this bacteria are multi drug resistant and can cause a verity of infections. Our study aims to screen five novel chiral phthalimides (1, 3 dioxoisoindolin-2-y1)-4-methytopheonic acid labelled as FIB, 2-(1, 3-dioxoisoindlin-2y1)-4(methythio) butamic acid (FIC), 2-(1,3dioxoisoindolin-2yl)-3 meracaptopropanic acid (FIF) 2-(1-3-dioxoisoindolin-2yl)-3(4-hydroxyphnyl prophanic acid(FIH) and 3-(1, 3 dioxoisoindolin-2yl) prophanic acid (FII) against multi drug resistant hvKp and to check its cytotoxic effect against human red blood cells (RBC’s). Activity of these compounds were measured through different techniques e.g. Agar well diffusion, disc diffusion and macro broth dilution method. Minimum inhibitory concentration (MIC) of these compounds were measured as well. All five compounds were bactericidal and were observed with different concentration of inhibition e.g. MIC for FIC, FIB, FII, FIF and FIH against hvKp were 6mg/ml, 25mg/ml, 25mg/ml, 50mg/ml and 100mg/ml. This result show that FIC have strong activity against hvKp as compared to other compounds. None of these five compounds were toxic to human RBC’s. Chiral phthalimides showed strong antibacterial activity against hvKp and were none toxic to human RBC’s.

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Section: Discussionsupporting

confidence: 75%

Chiral Phthalimides Demonstrated Bactericidal Effect Against Multi Drug Resistant Hyper Virulent Klebsiella Pneumonia

Khan¹,

Ahmad²,

Ullah³

et al. 2022

PJMHS

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“…The cytotoxicity studies of the phthalimides were conducted in two human cancer cell lines, namely, MDA-MB-231 and MCF-7. 112 Al-Mousawi in 2010 achieved 2-phenylisoindole-1,3-dione (23) via the reaction of PA (1) and aniline (21) under solventfree conditions for 30 min in a focused microwave oven at 160 °C with 96% yield. 113 Singh Bisht and Rajat Bisht in 2021 reported the reaction of PA with some amines (such as urea, glycine, aniline, and sulphanilic acid) to yield various phthalimide derivatives (23) using domestic microwave with 70.7-80.21% yield.…”

Section: Applications Of Pa In Twocomponent Reactionsmentioning

confidence: 99%

Phthalic anhydride (PA): a valuable substrate in organic transformations

Nikoofar,

Sadathosainy

2023

RSC Adv.

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“…For instance, they are essential in plastic synthetic resins (glyptal, alkyd, polyester), polyurethane, household appliances, and medical device coatings, and are used as key intermediates in phthalein, rhodamine, phthalocyanine, anthraquinone, fluorescein, and agrochemical production [ 1 , 2 , 3 , 4 , 5 , 6 , 7 ]. Moreover, many cyclic anhydride derivatives participate in the building of additional bioactive compounds with plethora of biological activities, including antiviral, antitumor, immunomodulatory, cytotoxic, and antimicrobial agents [ 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 ] ( Figure 1 ). Phthalic anhydride, known as 2-benzofuran-1,3-dione, is characterized by oxygen-rich atoms and was first made commercially available as dicarboxylic acid anhydride.…”

Section: Introductionmentioning

confidence: 99%

Reactivity of 4,5-Dichlorophthalic Anhydride towards Thiosemicarbazide and Amines: Synthesis, Spectroscopic Analysis, and DFT Study

et al. 2022

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The cyclic anhydrides are broadly employed in several fields, such as the chemical, plastic, agrochemical, and pharmaceutical industries. This study describes the chemical reactivity of 4,5-dichlorophthalic anhydride towards several nucleophiles, including thiosemicarbazide and different amines, to produce the carboxylic acid derivatives resulting from anhydride’s opening, namely, phthalimide and dicarboxylic acid (1–12) products. Their chemical structures are confirmed by NMR, IR and MS spectra analyses. Density–functional theory (DFT) studies are performed using (DFT/B3LYP) with the 6-311G(d, p) basis sets to recognize different chemical and physical features of the target compounds.

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An Efficient Synthesis of Phthalimides and Their Biological Activities

Cited by 13 publications

References 15 publications

Chiral Phthalimides Demonstrated Bactericidal Effect Against Multi Drug Resistant Hyper Virulent Klebsiella Pneumonia

Chiral Phthalimides Demonstrated Bactericidal Effect Against Multi Drug Resistant Hyper Virulent Klebsiella Pneumonia

Phthalic anhydride (PA): a valuable substrate in organic transformations

Reactivity of 4,5-Dichlorophthalic Anhydride towards Thiosemicarbazide and Amines: Synthesis, Spectroscopic Analysis, and DFT Study

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